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Wellesley, MA apartments
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39 Apartments or condos in Wellesley, MA

Search Family-Friendly Vacation Apartments in Wellesley, MA

Getting the vacation apartment right makes all the difference for a family trip to Wellesley, MA, ensuring city attractions are within easy reach for everyone.

Modern 3br Boston W/ Parking, Pet Friendly, Near Franklin Park 60/2 - Wellesley, MA
9.8 21 reviews
Wellesley, MA
08/25 – 08/27
$520/nighttotal: $1040 (2 )

Modern 3br Boston W/ Parking, Pet Friendly, Near Franklin Park 60/2

3 3
apartment , Boston
This spacious Boston apartment rental is located in Mattapan, offering easy access to major attractions like Fenway Park and Faneuil Hall Marketplace, though precise distances aren't specified.
The 1300-square-foot property features three bedrooms, two bathrooms, accommodates up to 15 guests (with extra fees after 6), and includes amenities such as free Wi-Fi, a full kitchen, in-unit laundry, and reserved parking.
42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$272/nighttotal: $26928 (99 )

42 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 1
apartment , Boston
Book this vacation rental for 2 guests. This accommodation is located in Boston.
Services and facilities include a freeze, a fridge and an iron. Take advantage of the Free Parking with this accommodation in Boston!
The Boston Rental - Multiple Floorplans - Wellesley, MA
9.4 799 reviews
Wellesley, MA
08/25 – 08/27
$456/nighttotal: $912 (2 )

The Boston Rental - Multiple Floorplans

3 3
apartment , Boston
This renovated 3-bedroom apartment is located in Lower Allston, just a short distance from Harvard Square, Harvard University, and the Brattle Theatre. The apartment has excellent user, location, and cleanliness ratings, making it a great option for travelers looking for a comfortable and convenient stay in Boston.
The apartment features a spacious living area, a fully equipped kitchen, and a relaxing terrace. Guests can enjoy amenities such as air conditioning, free Wi-Fi, and private parking, as well as access to a swimming pool, spa, and garden.
Hidden Gem 2 Br/1ba Near Zoo 3 Mil Downtown Fenway - Wellesley, MA
10 22 reviews
Wellesley, MA
08/25 – 08/27
$393/nighttotal: $786 (2 )

Hidden Gem 2 Br/1ba Near Zoo 3 Mil Downtown Fenway

2 3
apartment , Boston
This Roxbury apartment is located 0.9 miles from Boston Medical Center, within 3 miles of Northeastern University and Copley Square, and an 8-10 minute walk from Newmarket and Uphams Corner MBTA stations.
This two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with a refrigerator, microwave, dishwasher, and stovetop, plus free WiFi, a Smart TV, and in-unit laundry.

Best Wellesley, MA apartment rentals with a kitchen

King Bed 3 Min > Washington Sq  1 Min >T - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$423/nighttotal: $41877 (99 )

King Bed 3 Min > Washington Sq 1 Min >T

1 1
apartment , Brookline
This 1-bedroom apartment in Brookline's Aspinwall Hill neighborhood offers convenient access, located a 1-minute walk from the T Station and a 5-minute walk to Washington Square.
This pet-friendly rental accommodates up to 3 guests and includes a kitchen with a fridge, microwave, and dishwasher, with free parking available a 5-minute walk away.
Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking - Wellesley, MA
9.2 60 reviews
Wellesley, MA
10/14 – 10/17
$271/nighttotal: $813 (3 )

Cozy Boston Getaway Apartment Perfect For 2026 World Cup Visit, Free Parking

1 2
apartment , Boston
This one-bedroom apartment is located in a peaceful residential area of Boston, just a short drive from attractions like the Museum of Fine Arts and Fenway Park. Guests consistently rate the apartment excellent for cleanliness and location, making it a comfortable and convenient choice.
The 600-square-foot apartment comfortably accommodates two guests and features a fully equipped kitchen, a private entrance, free parking, and a washing machine. Enjoy amenities like free Wi-Fi, air conditioning, and a garden, perfect for relaxing after a day exploring Boston.
Peaceful 2-bedroom Condo With Ac In Charming Roslindale - Wellesley, MA
8.2 12 reviews
Wellesley, MA
08/25 – 08/27
$262/nighttotal: $524 (2 )

Peaceful 2-bedroom Condo With Ac In Charming Roslindale

2 3
apartment , Boston
This two-bedroom condo in Boston's Roslindale neighborhood offers convenient access to attractions such as Faneuil Hall Marketplace and Fenway Park.
This apartment accommodates up to five guests and features a microwave, dishwasher, air conditioning, and parking, with two queen beds and a bidet in the bathroom.
Swan Manor Overlooking The Charles River - Wellesley, MA
9.6 48 reviews
Wellesley, MA
07/20 – 10/27
$235/nighttotal: $23265 (99 )

Swan Manor Overlooking The Charles River

1 1
apartment , Natick
This Natick apartment rental is conveniently located near the Charles River, a five-minute walk from the Charles River Coffee House, with easy access to walking trails and a community organic farm.
This one-bedroom, one-bathroom unit sleeps three guests and features a private entrance, a patio with a fire pit, kayak and canoe access, and a fully equipped kitchen including a refrigerator, freezer, and microwave.

Frequently Asked Questions about apartment rentals in Wellesley, MA

  • What are the must-see attractions for a 2 days stay in Wellesley, MA?

    Wellesley is a charming town, but it's not known for big-name attractions. You could visit the beautiful Wellesley College campus, walk the trails at the Hunnewell Arboretum, or check out the historical exhibits at the Wellesley Free Library. If you want a bit more action, head into Boston, which is just a short train ride away.
  • What are the best apartments in Wellesley, MA?

  • Which neighborhoods in Wellesley, MA are best for renting an apartment?

    The most popular neighborhoods for rentals are usually around the Wellesley Square area, which has shops, restaurants, and easy access to public transportation. If you want a quieter option, the residential areas near the Arboretum or along the Charles River are nice, but you might need a car to get around.
  • What are the best apartments with a jacuzzi in Wellesley, MA?

    The best apartment with a jacuzzi in Wellesley, MA is Near Colleges + Train 2bd 2ba Quiet Entire Home.

  • What makes Wellesley, MA unique or famous?

    Wellesley is known for its beautiful residential neighborhoods, its excellent schools, and its close proximity to Boston. It's a very safe and family-friendly town, and it's a popular place for people who work in Boston but want a more peaceful suburban lifestyle.
  • What are the best apartments for families and kids in Wellesley, MA?

  • Where can you find the best local markets and street food in Wellesley, MA?

    Wellesley doesn't really have street food or open-air markets. You can find some local vendors at the Wellesley Farmers Market, which runs on Sundays during the summer. For a wider selection, you'd need to head into Boston.
  • What are the best pet friendly apartments in Wellesley, MA?

    The best pet friendly apartment in Wellesley, MA is The Wellesley Nest.

  • How is the public transportation system in Wellesley, MA?

    Wellesley has a good public transportation system, with the MBTA Commuter Rail providing service into Boston. There are also several bus routes that connect different parts of town. However, if you plan on exploring the surrounding areas or relying on public transportation for everything, you might want to consider renting a car.
  • What are the best apartments with parking in Wellesley, MA?

  • Which seasonal events or festivals should apartment renters look forward to in Wellesley, MA?

    The Wellesley Farmers Market is a popular summer event, and the town also hosts a few festivals throughout the year, like the Wellesley Fall Festival and the Wellesley Holiday Stroll. You can find information about these events on the town's website.
  • What amenities are typically included in apartments in Wellesley, MA?

    Apartments in Wellesley usually include basic amenities like a refrigerator, oven, and stove. Some might have in-unit laundry, but it's not always standard. You'll likely find that most apartments have off-street parking, and some might have community amenities like a fitness center or a pool.
  • What leisure activities are available for relaxation in Wellesley, MA?

    Wellesley has plenty of options for relaxation. You can take a walk or bike ride along the Charles River, enjoy the peaceful atmosphere of the Hunnewell Arboretum, or visit the Wellesley Community Center for fitness classes or other activities. If you want something more active, there are several golf courses and tennis courts in town.

Destinations nearby

Best Wellesley, MA apartment rentals with air conditioning

Apartment ∙ 2 Guests - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$163/nighttotal: $16137 (99 )

Apartment ∙ 2 Guests

1 1
apartment , Brookline
This Brookline studio, located in the Washington Square neighborhood, is a two-minute walk from the Green Line's B, C, and D lines, offering easy access to Longwood Medical Area and Boston University.
The renovated unit features a queen-size Murphy bed, granite kitchenette, central A/C and heating, an outdoor patio, and on-site parking (additional cost) for a comfortable stay for two guests.
Remodeled Townhouse In Watertown - Wellesley, MA
9.7 28 reviews
Wellesley, MA
08/25 – 08/27
$380/nighttotal: $760 (2 )

Remodeled Townhouse In Watertown

2 3
apartment , Watertown Town
This Watertown Town apartment rental is conveniently located near the Charles River, offering easy access to Harvard University, MIT, and Boston's downtown via public transportation.
The two-bedroom, one-bathroom unit sleeps six, features a fully equipped kitchen with dishwasher, in-unit laundry, a smart TV, and a private garden, plus parking; Arsenal Mall is nearby for shopping and dining.
3br W Parking - 15m Drive To Cambridge/boston - Wellesley, MA
9.2 191 reviews
Wellesley, MA
08/25 – 08/27
$340/nighttotal: $680 (2 )

3br W Parking - 15m Drive To Cambridge/boston

1 3
apartment , Watertown Town
This 3-bedroom Watertown apartment is located in a quiet neighborhood, just a short walk from Watertown Square and Arsenal Mall, two blocks from the Charles River, and a 10-minute drive from Cambridge and a 15-minute drive from Boston. This apartment has excellent user, location, and cleanliness ratings.
The apartment features two queen bedrooms and two single beds, comfortably accommodating six guests. It offers modern amenities like a stainless steel stove and fridge, quiet AC units in every room, a big screen TV in the living room, private parking, and laundry facilities in the basement.
Modern 2 Bedroom With Parking - Wellesley, MA
9.4 153 reviews
Wellesley, MA
10/14 – 10/17
$276/nighttotal: $828 (3 )

Modern 2 Bedroom With Parking

1 2
apartment , Waltham
This Waltham apartment rental is conveniently located near Boston and major highways, providing easy access to downtown Waltham and the Charles River Reservation.
The two-bedroom, one-bathroom unit sleeps four guests and features free on-site parking, two TVs (55" and 40"), strong WiFi, a full kitchen with fridge, freezer, and microwave, and smart keypad entry.

Compare Pet-Friendly Apartments in Wellesley, MA

No need to leave your dog behind; each vacation apartment in Wellesley, MA on this list offers nearby dog parks and city walks.

2bed, 15bath, Multi-level Townhouse, Sleeps 6 - Wellesley, MA
9.0 2 reviews
Wellesley, MA
08/25 – 08/27
$371/nighttotal: $742 (2 )

2bed, 15bath, Multi-level Townhouse, Sleeps 6

2 3
apartment , Cambridge
This Cambridge apartment rental, conveniently located near Central Square and Inman Square, offers easy access to public transportation and attractions like the MIT and Harvard University, both within a short distance.
This 900-square-foot, one-bedroom, one-bathroom unit sleeps up to 10 guests and features a fully equipped kitchen, Wi-Fi, air conditioning, and a private spa; no bachelor/bachelorette parties are permitted.
Cozy Boston Homestead : Sleeps 8, Pet Friendly - Wellesley, MA
10 8 reviews
Wellesley, MA
08/25 – 08/27
$453/nighttotal: $906 (2 )

Cozy Boston Homestead : Sleeps 8, Pet Friendly

3 3
apartment , Framingham
This Framingham vacation rental is conveniently located within a 15-minute walk of Framingham City Hall, the Danforth Museum of Art, and Learned Beach, offering easy access to public transportation and local attractions.
This 1990-square-foot house features four bedrooms, three bathrooms, and accommodates up to eight guests, boasting a fully equipped kitchen, private balcony, free Wi-Fi, and parking.
65 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - Wellesley, MA
Wellesley, MA
07/20 – 10/27
$209/nighttotal: $20691 (99 )

65 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

1 1
apartment , Boston
Apartment rental for up to 4 guests. Your accommodation will be located in Boston.
Services and facilities include a freeze, a dish washer and a washing machine.
Newly Renovated Beautiful 3-bed 2-bath Home With Easy Airport Access - Wellesley, MA
9.8 22 reviews
Wellesley, MA
10/14 – 10/17
$331/nighttotal: $993 (3 )

Newly Renovated Beautiful 3-bed 2-bath Home With Easy Airport Access

3 2
apartment , Framingham
This Framingham vacation home is conveniently located near Cochituate State Park and Shoppers World, a five-minute drive away.
This three-bedroom, two-bathroom house sleeps seven guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, and a private garden with outdoor seating, perfect for families visiting Framingham.
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